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3-Ethylaminophenylboronic acid, a boronic acid derivative with the molecular formula C8H12BNO2, features an ethylamino group attached to a phenylboronic acid moiety. This versatile chemical compound is widely recognized for its applications in various fields, including organic synthesis, pharmaceutical development, and medicinal chemistry.

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  • 267660-71-9 Structure
  • Basic information

    1. Product Name: 3-ETHYLAMINOPHENYLBORONIC ACID
    2. Synonyms: 3-ETHYLAMINOPHENYLBORONIC ACID;B-[3-(Ethylamino)phenyl]boronic acid
    3. CAS NO:267660-71-9
    4. Molecular Formula: C8H12BNO2
    5. Molecular Weight: 165
    6. EINECS: N/A
    7. Product Categories: N/A
    8. Mol File: 267660-71-9.mol
  • Chemical Properties

    1. Melting Point: N/A
    2. Boiling Point: 366.01 °C at 760 mmHg
    3. Flash Point: 175.157 °C
    4. Appearance: /
    5. Density: 1.11
    6. Refractive Index: N/A
    7. Storage Temp.: N/A
    8. Solubility: N/A
    9. CAS DataBase Reference: 3-ETHYLAMINOPHENYLBORONIC ACID(CAS DataBase Reference)
    10. NIST Chemistry Reference: 3-ETHYLAMINOPHENYLBORONIC ACID(267660-71-9)
    11. EPA Substance Registry System: 3-ETHYLAMINOPHENYLBORONIC ACID(267660-71-9)
  • Safety Data

    1. Hazard Codes: N/A
    2. Statements: N/A
    3. Safety Statements: N/A
    4. WGK Germany:
    5. RTECS:
    6. HazardClass: N/A
    7. PackingGroup: N/A
    8. Hazardous Substances Data: 267660-71-9(Hazardous Substances Data)

267660-71-9 Usage

Uses

Used in Organic Synthesis:
3-Ethylaminophenylboronic acid is utilized as a reagent for the preparation of biaryl compounds, which are essential structural elements in many organic molecules and pharmaceuticals. Its unique properties enable efficient synthesis of these compounds, facilitating the development of new organic materials and drugs.
Used as a Ligand in Transition Metal-Catalyzed Coupling Reactions:
In the field of catalysis, 3-Ethylaminophenylboronic acid serves as a valuable ligand, enhancing the efficiency and selectivity of transition metal-catalyzed coupling reactions. Its presence improves the reactivity and stability of metal catalysts, leading to more effective and sustainable synthetic processes.
Used in Pharmaceutical Development:
3-Ethylaminophenylboronic acid plays a crucial role in the development of pharmaceuticals and agrochemicals. Its unique structure and reactivity make it a promising candidate for the design and synthesis of novel therapeutic agents, potentially offering new treatment options for various diseases and conditions.
Used in Medicinal Chemistry:
In the realm of medicinal chemistry, 3-Ethylaminophenylboronic acid has been studied for its potential applications as a fluorescent pH probe, allowing for the sensitive and selective detection of pH changes in biological systems. This capability can be instrumental in understanding cellular processes and developing targeted drug delivery systems.
Additionally, 3-Ethylaminophenylboronic acid has been explored as a metal-affinity chromatography reagent, enabling the efficient separation and purification of proteins and other biomolecules based on their metal-binding properties. This technique can be valuable in the study of protein function and the development of new biotechnological applications.
Used in the Development of Fluorescent pH Probes:
3-Ethylaminophenylboronic acid is employed as a fluorescent pH probe, offering a sensitive and selective method for detecting pH changes in biological systems. Its fluorescence properties allow for real-time monitoring of pH variations, providing valuable insights into cellular processes and aiding in the development of targeted drug delivery systems.
Used in Metal-Affinity Chromatography:
3-Ethylaminophenylboronic acid is utilized as a metal-affinity chromatography reagent, facilitating the efficient separation and purification of proteins and other biomolecules based on their metal-binding properties. This technique is valuable in studying protein function and developing new biotechnological applications, further expanding the versatility of this chemical compound.

Check Digit Verification of cas no

The CAS Registry Mumber 267660-71-9 includes 9 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 6 digits, 2,6,7,6,6 and 0 respectively; the second part has 2 digits, 7 and 1 respectively.
Calculate Digit Verification of CAS Registry Number 267660-71:
(8*2)+(7*6)+(6*7)+(5*6)+(4*6)+(3*0)+(2*7)+(1*1)=169
169 % 10 = 9
So 267660-71-9 is a valid CAS Registry Number.

267660-71-9SDS

SAFETY DATA SHEETS

According to Globally Harmonized System of Classification and Labelling of Chemicals (GHS) - Sixth revised edition

Version: 1.0

Creation Date: Aug 17, 2017

Revision Date: Aug 17, 2017

1.Identification

1.1 GHS Product identifier

Product name [3-(ethylamino)phenyl]boronic acid

1.2 Other means of identification

Product number -
Other names Boronic acid,[3-(ethylamino)phenyl]-(9CI)

1.3 Recommended use of the chemical and restrictions on use

Identified uses For industry use only.
Uses advised against no data available

1.4 Supplier's details

1.5 Emergency phone number

Emergency phone number -
Service hours Monday to Friday, 9am-5pm (Standard time zone: UTC/GMT +8 hours).

More Details:267660-71-9 SDS

267660-71-9Relevant articles and documents

Re-investigation of optical sensing properties of boronic-acid-appended ReI complexes for saccharides

Mizuno, Toshihisa,Fukumatsu, Takayuki,Takeuchi, Masayuki,Shinkai, Seiji

, p. 407 - 413 (2007/10/03)

A number of unanswered questions occurred to us upon reading a communication by Yam and Kai (ref. 16) which had reported optical sensing properties of a boronic-acid-appended ReI complex for saccharides. Careful re-examination has disclosed that the pKa-value proposed by them (5.9) is wrong and that the saccharide-binding mode at pH above the pKa is totally different from that at pH below the pKa. The absorption spectral change, which reflects an sp2-to-sp3 boron hybridisation change induced by the saccharide complexation, was observed only at pH below the pKa, and the CD band, which reflects the formation of 1:1 cyclic complexes, appeared only at pH above the pKa. The results imply that the optimum pH should be carefully selected for the precise optical sensing of saccharides.

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